5-Chlorovaleryl chloride supplier

Name
5-Chlorovaleryl chloride
EINECS 216-403-1
CAS No. 1575-61-7
Article Data29
CAS DataBase
Density 1.183 g/cm³
Solubility reacts with water
Melting Point
Formula C₅H₈Cl₂O
Boiling Point 188.9 °C at 760 mmHg
Molecular Weight 155.024
Flash Point 76.3 °C
Transport Information UN 3265 8/PG 2
Appearance clear colourless to slightly yellow liquid
Safety 26-36/37/39-45
Risk Codes 22-34-23
Molecular Structure
Hazard Symbols C,T
Synonyms Valerylchloride, 5-chloro- (6CI,7CI,8CI);5-Chloropentanoyl chloride;5-Chlorovalericacid chloride;5-Chlorovaleroyl chloride;NSC 84182;
PSA 17.07000
LogP 2.16090

Synthetic route

: 1119-46-6
5-chloro-valeric acid

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 3h; Heating / reflux;	97%
With thionyl chloride for 3h; Heating / reflux;	97%
With thionyl chloride for 3h; Heating / reflux;	97%

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 75-44-5
phosgene

: 108-99-6
3-Methylpyridine

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With hydrogenchloride	81%

...Expand

: 638-29-9
n-valeryl chloride

A: 61589-68-2
2-chloropentanoyl chloride

B: 63480-12-6
4-chloropentanoyl chloride

C: 1575-61-7
5-Chlorovaleroyl chloride

D: 90631-23-5
3-chloro-valeryl chloride

Conditions

Conditions	Yield
With phenylchloroiodonium chloride In tetrachloromethane at 30℃; Product distribution; Mechanism; Irradiation; relative rate const., the correlation analysis, subst. phenylchloroiodonium chloride as reagents;
With chlorine In neat (no solvent) Product distribution; Ambient temperature; liquid phase chlorination of the aliphatic C5-carboxylic acids and their chlorides, methyl esters and chloromethyl esters, relative reactivity of each hydrogen atoms;
With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Heating; Title compound not separated from byproducts;

...Expand

: 638-29-9
n-valeryl chloride

A: 63480-12-6
4-chloropentanoyl chloride

B: 1575-61-7
5-Chlorovaleroyl chloride

C: 90631-23-5
3-chloro-valeryl chloride

Conditions

Conditions	Yield
With chlorine In benzene at 20℃; Product distribution; other solvents;

...Expand

: 7782-50-5
chlorine

: 638-29-9
n-valeryl chloride

A: 61589-68-2
2-chloropentanoyl chloride

B: 63480-12-6
4-chloropentanoyl chloride

C: 1575-61-7
5-Chlorovaleroyl chloride

D: 90631-23-5
3-chloro-valeryl chloride

Conditions

Conditions	Yield
at 20℃; im UV-Licht;
at 125℃; im UV-Licht;

...Expand

: 7782-50-5
chlorine

: 638-29-9
n-valeryl chloride

: 71-43-2
benzene

A: 61589-68-2
2-chloropentanoyl chloride

B: 63480-12-6
4-chloropentanoyl chloride

C: 1575-61-7
5-Chlorovaleroyl chloride

D: 90631-23-5
3-chloro-valeryl chloride

Conditions

Conditions	Yield
at 20℃; im UV-Licht;

...Expand

: 6280-87-1
δ-chlorovaleronitrile

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated aqueous hydrochloric acid 2: thionyl chloride View Scheme

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 75-44-5
phosgene

: 24044-24-4
1,3,4-trimethylimidazolidin-2-one

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With hydrogenchloride

...Expand

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 75-44-5
phosgene

δ-picoline: δ-picoline

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With hydrogenchloride

...Expand

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 75-44-5
phosgene

: 24307-26-4
mepiquat chloride

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With hydrogenchloride

...Expand

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 1575-61-7
5-Chlorovaleroyl chloride

Conditions

Conditions	Yield
With Dichloromethyl methyl ether; zinc(II) chloride at 60℃; for 2h;

: 773837-37-9
sodium cyanide

: 110-56-5
1,4-dichlorobutane

A: 1575-61-7
5-Chlorovaleroyl chloride

B: 111-50-2
Adipic acid dichloride

Conditions

Conditions	Yield
Stage #1: sodium cyanide; 1,4-dichlorobutane With tetrabutylammomium bromide In water at 80 - 85℃; for 6h; Large scale; Stage #2: With hydrogenchloride In water at 55 - 70℃; for 5h; Large scale; Stage #3: With thionyl chloride at 20 - 30℃; for 18h; Large scale;	A 422 kg B 163 kg

...Expand

: 1575-61-7
5-Chlorovaleroyl chloride

: 144108-56-5
6,12-bis(benzyloxy)-7-oxo-6,12-diazadodecanenitrile

: 144108-57-6
17-chloro-6,12-bis(benzyloxy)-7,13-dioxo-6,12-diazaheptadecanenitrile

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane Ambient temperature;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 613662-01-4
5-fluoro-2-phenoxyaniline

: 613662-02-5
5-chloro-N-(5-fluoro-2-phenoxy-phenyl)-pentanamide

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20 - 25℃; for 1.5h;	100%

: 928630-93-7
5-chloro-thiophene-2-carboxylic acid-N-({1-[4-amino-3-methyl-phenyl]-1H-imidazol-4-yl}-methyl)-amide

: 1575-61-7
5-Chlorovaleroyl chloride

: 928630-94-8
5-chloro-thiophene-2-carboxylic acid-N-({1-[4-({4-chloro-butyl-carbonyl}-amino)-3-methyl-phenyl]-1H-imidazol-4-yl}-methyl)-amide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 16h;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 23218-93-1
3-amino-5-nitro-benzoic acid methyl ester

: 706791-79-9
3-(4-chloropentanoylamino)-5-nitrobenzoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	100%

: 75-09-2
dichloromethane

: 1575-61-7
5-Chlorovaleroyl chloride

: 21835-63-2
1,4-dihydro-4-(3-aminophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid,dimethyl ester

: 1,4-Dihydro-4-[3-[[5-chloro-1-oxo-1-pentyl]amino]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid, dimethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran; water; ethyl acetate	100%
In tetrahydrofuran; water; ethyl acetate	100%
In tetrahydrofuran; water; ethyl acetate	100%

...Expand

: 1575-61-7
5-Chlorovaleroyl chloride

: 1037235-89-4
[cis-4-amino-1-(3-chlorophenyl)-cyclohexylmethyl]-carbamic acid tert butyl ester

: 1037197-18-4
C23H34Cl2N2O3

Conditions

Conditions	Yield
With sodium carbonate In chloroform; water at 20℃; for 0.75h;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 616-79-5
2-amino-5-nitro-benzoic acid

: 2-(5-chloropentanamido)-5-nitrobenzoic acid

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 589-10-6
phenoxyethyl bromide

: 1-{4-(2-bromoethoxy)phenyl}-5-chloropentan-1-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 1h;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 1372187-09-1
(6R,7R)-tert-butyl 6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate

: (6R,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((5-chloropentanamido)methyl)-1,4-oxazepane-4-carboxylate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 2133-40-6, 65365-28-8, 79397-50-5
methyl pyrrolidine-2-carboxylate hydrochloride

: methyl (5-chloropentanoyl)prolinate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	100%

: 1575-61-7
5-Chlorovaleroyl chloride

: 536-90-3
m-Anisidine

: 5-chloro-N-(3-methoxyphenyl)pentanamide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;	99%
Stage #1: m-Anisidine With sodium hydride In tetrahydrofuran; mineral oil for 6h; Inert atmosphere; Stage #2: 5-Chlorovaleroyl chloride In tetrahydrofuran; mineral oil at 20℃; for 6h; Inert atmosphere;	72%

: 182502-68-7
SCP-1

: 1575-61-7
5-Chlorovaleroyl chloride

: (4-(2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)acetamido)phenyl)-5-chloropentanoate

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In acetonitrile at 20℃; for 1h; Friedel-Crafts Acylation;	99%

: 1575-61-7
5-Chlorovaleroyl chloride

: 98454-40-1, 98454-41-2
(1S,3S)-3-Benzyloxy-cyclohexylamine

: 98454-46-7, 98454-47-8
5-Chloro-pentanoic acid ((1S,3S)-3-benzyloxy-cyclohexyl)-amide

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water for 0.5h; Ambient temperature;	98%

: 1575-61-7
5-Chlorovaleroyl chloride

: 100-66-3
methoxybenzene

: 949-06-4
5-chloro-1-(4-methyloxyphenyl)pentan-1-one

Conditions

Conditions	Yield
Stage #1: 5-Chlorovaleroyl chloride With aluminum (III) chloride In dichloromethane at 0℃; for 0.166667h; Stage #2: methoxybenzene In dichloromethane at 0 - 20℃; for 1h;	98%
With aluminium trichloride Acylation;	69%

: 288-32-4
1H-imidazole

: 1575-61-7
5-Chlorovaleroyl chloride

: 929453-35-0
1-(5-chloro-pentanoyl)-1H-imidazole

Conditions

Conditions	Yield
In tetrahydrofuran at 18 - 25℃;	98%

: 1575-61-7
5-Chlorovaleroyl chloride

: tert-butyl 2-(4-(nonyloxy)benzamido)ethylcarbamate trifluoroacetate

: N-(2-(5-chloropentanamido)ethyl)-4-(nonyloxy)benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 4 - 20℃; for 2h;	98%

: 1575-61-7
5-Chlorovaleroyl chloride

: 54166-95-9
2-amino-6-chlorobenzamide

: 2-chloro-6-(5-chloropentanamido)benzamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	98%

: 1575-61-7
5-Chlorovaleroyl chloride

: 62-53-3
aniline

: 91131-23-6
5-chloro-pentanoic acid phenylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	97%
With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 25 - 30℃; for 1h; Reagent/catalyst;	97.84%
Inert atmosphere;
Schotten-Baumann reaction; chemoselective reaction;
With triethylamine In tetrahydrofuran

: 1575-61-7
5-Chlorovaleroyl chloride

: 4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-amine

: N-(4-tert-butyl-5-(2,4-dichlorobenzyl)thiazol-2-yl)-5-chloropentanamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Cooling with ice;	97.8%

: 621-23-8
1,2,3-trimethoxybenzene

: 1575-61-7
5-Chlorovaleroyl chloride

: 5-chloro-1-(2,4,6-trimethoxyphenyl)-1-pentanone

Conditions

Conditions	Yield
With hydrogenchloride; tin(IV) chloride In water; benzene	97.7%

: 1575-61-7
5-Chlorovaleroyl chloride

: 62-53-3
aniline

: 4789-09-7
1-phenylpiperidin-2-one

Conditions

Conditions	Yield
Stage #1: 5-Chlorovaleroyl chloride; aniline With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 0 - 5℃; for 1h; Stage #2: With potassium hydroxide In dichloromethane; water at 20℃; Reagent/catalyst; Temperature; Solvent;	97.36%

: 1575-61-7
5-Chlorovaleroyl chloride

: C16H21N3O2

: C21H28ClN3O3

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 10 - 25℃; Inert atmosphere;	97.3%

: 1575-61-7
5-Chlorovaleroyl chloride

: methyl 6-(4-aminophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

: methyl 6-(4-(N-(4-chlorobutyl)carboxamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In water; acetone at -5 - 0℃; for 0.5h; Large scale;	97.1%

: 1575-61-7
5-Chlorovaleroyl chloride

: 76801-94-0
5-amino-N,N'-bis[2,3-bis(acetyloxy)propyl]2,4,6-triiodo-1,3-benzenedicarboxamide

: 136453-24-2
N,N'-Bis[2,3-bis(Acetyloxy)propyl]-5-[(5-chloro-1-oxo-pentyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide for 30h; Ambient temperature;	97%

aqueous NaCl: aqueous NaCl

: 1575-61-7
5-Chlorovaleroyl chloride

: 76801-94-0
5-amino-N,N'-bis[2,3-bis(acetyloxy)propyl]2,4,6-triiodo-1,3-benzenedicarboxamide

A: N,N'-Bis(2,3-Dihydroxypropyl)-5-(2-oxo-1-piperidinyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

B: 136453-24-2
N,N'-Bis[2,3-bis(Acetyloxy)propyl]-5-[(5-chloro-1-oxo-pentyl)amino]-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide; ethyl acetate	A 97% B n/a

...Expand

: 1575-61-7
5-Chlorovaleroyl chloride

: 380383-75-5
tert-butyl 1-(4-methoxyphenyl)hydrazine-1-carboxylate

: C17H25ClN2O4

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane; water at 0 - 20℃;	97%

: 1575-61-7
5-Chlorovaleroyl chloride

: 2627-86-3
(S)-1-phenyl-ethylamine

: (S)-5-chloro-N-(1-phenylethyl)pentanamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	97%

: 1575-61-7
5-Chlorovaleroyl chloride

: 1267610-26-3
1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

: 5-chloropentanoic acid [4-(5-morpholin-4-yl-6-oxo-3,6-dihydro-2H-pyridin-1-yl)phenyl]amide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 0 - 5℃; for 1h; Reagent/catalyst;	96.08%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 10 - 25℃; Inert atmosphere;	89.5%
With triethylamine In tetrahydrofuran at 5 - 50℃; for 2h; Inert atmosphere;

: 1575-61-7
5-Chlorovaleroyl chloride

: 96695-11-3
1-methoxy-2-phenyl-1-(trimethylsiloxy)but-1-ene

: methyl 7-chloro-2-ethyl-3-oxo-2-phenylheptanoate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride In dichloromethane at 20 - 25℃; for 1.5h; Claisen condensation;	96%
With pentafluorophenylammonium triflate In dichloromethane at 60℃; for 1.5h;	229 mg

5-Chlorovaleryl chloride Specification

The 5-Chlorovaleryl chloride, with the CAS registry number 1575-61-7 and EINECS registry number 216-403-1, is a kind of clear colourless to slightly yellow liquid. It belongs to the product categories of Miscellaneous Biochemicals and Acid Chlorides. And the molecular formula of the chemical is C₅H₈Cl₂O.

The physical properties of 5-Chlorovaleryl chloride are as followings: (1)ACD/LogP: 1.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.87; (4)ACD/LogD (pH 7.4): 1.87; (5)ACD/BCF (pH 5.5): 15.56; (6)ACD/BCF (pH 7.4): 15.56; (7)ACD/KOC (pH 5.5): 248.26; (8)ACD/KOC (pH 7.4): 248.26; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.446; (14)Molar Refractivity: 34.94 cm³; (15)Molar Volume: 130.9 cm³; (16)Polarizability: 13.85×10^-24cm³; (17)Surface Tension: 32.6 dyne/cm; (18)Density: 1.183 g/cm³; (19)Flash Point: 76.3 °C; (20)Enthalpy of Vaporization: 42.51 kJ/mol; (21)Boiling Point: 188.9 °C at 760 mmHg; (22)Vapour Pressure: 0.586 mmHg at 25°C.

Uses of 5-Chlorovaleryl chloride: It can react with benzene to produce 5-chloro-1-phenyl-pentan-1-one. This reaction will need reagent AlCl₃. The reaction time is 0.5 hours with temperature of 0°C, and the yield is about 89%.

You should be cautious while dealing with this chemical. It is harmful if swallowed, and toxic by inhalation. It may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice, or in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCCCCC(Cl)=O
(2)InChI: InChI=1/C5H8Cl2O/c6-4-2-1-3-5(7)8/h1-4H2
(3)InChIKey: SVNNWKWHLOJLOK-UHFFFAOYAK

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	320mg/kg (320mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02242,

Product Name

5-Chlorovaleryl chloride

Synthetic route

5-Chlorovaleryl chloride Specification

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